Dewey Beach Holiday Rentals

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Holiday Rentals in Dewey Beach

Our top choices for Dewey Beach holiday rentals

Beach Retreat Located in the Heart of Dewey!

9.4 out of 10, Exceptional, (102)
"The host was fantastic with communication and the rental was perfect for our stay!"
Beach Retreat Located in the Heart of Dewey!

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

9.8 out of 10, Exceptional, (129)
"Incredibly well-located, this beachfront property exceeded our expectations. Truly an unforgettable vacation experience with friends and our pup. "
Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!

Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

9.8 out of 10, Exceptional, (280)
"This is one of many stays at this cottage, and as always, we thoroughly enjoyed our stay. The location is perfect. The owners are very responsive. The unit is clean and has everything you need for a great stay. "
Serenity Amid it All. Dog friendly PET FEE, WiFi, outdoor shower, grill

10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

9.8 out of 10, Exceptional, (60)
"The location and amenities are amazing! Samanatha was "
10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool

Ocean Block Dewey Beach Condo with Parking

3.0 out of 10, (2)
"We were very disappointed with this stay. Before I booked this place I messaged the owner / RE/Max regarding the property details and was given responses that ended up not being accurate. For example, the vrbo listing said one of the bedrooms had a daybed and 2 twin beds, but after I booked the non-refundable stay the owner said there are only 2 twin beds in that room. Another example, the vrbo listing said there is free wifii, but we were not provided any wifii info (username and password)...
Ocean Block Dewey Beach Condo with Parking

Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

9.4 out of 10, Exceptional, (25)
"Very nice clean place great location. "
Heart of Dewey Beach! Perfect dog friendly apartment, close to the beach!

Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

9.6 out of 10, Exceptional, (5)
"Location: Beautiful views of the bay and easy walk to restaurants and the beach. Perfect"
Charming 2-bedroom townhome with sweeping bay views in Dewey Beach

Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

9.8 out of 10, Exceptional, (66)
"Next to police station and local pub"
Bayfront Family Friendly 2BR on a Marina - Great Location & Beautiful Views!

Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!

9.6 out of 10, Exceptional, (59)
"Host was very accommodating to all our requests and the location was perfect walk to the Starboard and other local spots! We did have 9 people so the 1 bathroom is just something you’ll have to be okay with but very nice shared outdoor common area to be used ! Overall great for what we needed "
Cozy, renovated, coastal cottage in the middle of Dewey Beach! Prime location!

Breathtaking Ocean Front Condominium . Fall weekends with the dog.

9.4 out of 10, Exceptional, (84)
"Location is perfect We had a wonderful week The place is very comfy and would Stay again Thank you Kerry"
Breathtaking Ocean Front Condominium . Fall weekends with the dog.

70 STEPS TO THE OCEAN No streets to cross to get to the Beach. Walk to everythin

9.6 out of 10, Exceptional, (65)
"Everything about the property was great. Will stay again."
70 STEPS TO THE OCEAN No streets to cross to get to the Beach. Walk to everythin

Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

10.0 out of 10, Exceptional, (31)
"Great outdoor spaces , Great location , Clean , so many bedrooms and bathrooms. Would recommend to anyone ! Comin back again !"
Iconic A-Frame - Beach Block Dewey! Sleeps up to16! Walk Everywhere!

Located on prime street in Dewey Beach walking to everything with brand new POOL

10.0 out of 10, Exceptional, (35)
"Great place to stay in the heart of Dewey. Check-In was easy, place was clean, and landlord was very responsive."
Located on prime street in Dewey Beach walking to everything with brand new POOL

Adorable OCEAN BLOCK beach condo

10.0 out of 10, Exceptional, (24)
"We enjoyed a great getaway at Dewey Beach. The condo location is perfect with easy access to the beach and restaurants. We will be back."
Adorable OCEAN BLOCK beach condo

Ocean Block Dewey Beach and Pet Friendly!

10.0 out of 10, Exceptional, (182)
"This is our fifth year coming to Dewey in early Spring, our annual family outing! A great little spot steps from the beach, anything you need in Dewey, and bonus - a few blocks from a great playground! "
The price is AU$959
includes taxes & fees
1 Oct - 2 Oct
Ocean Block Dewey Beach and Pet Friendly!

WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

9.8 out of 10, Exceptional, (78)
"Perfect location and Maria was so amazing"
WALKING to Beach, Town of Dewey w/ NEW LARGE Heated POOL, HOT TUB and fire pit!

Come see beautiful fall sunsets over the bay! Amazing off season rates!

10.0 out of 10, Exceptional, (126)
"Went for a short recharge getaway in early April. Although the weather was dreary, we enjoyed the calm water view and quiet. Just what we needed to relax."
Come see beautiful fall sunsets over the bay! Amazing off season rates!

LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

9.6 out of 10, Exceptional, (107)
"Wonderful clean property close to beach. Loved it."
The price is AU$1,165
includes taxes & fees
1 Oct - 2 Oct
LOCATION! pet friendly! Oceanfront building! Free Parking! Walk everywhere!!

Location, Location, Location! Immaculately Kept!

9.8 out of 10, Exceptional, (42)
"Really fun time playing golf, going to the beach and going out to the bars at night. Great location, can walk anywhere."
Location, Location, Location! Immaculately Kept!

CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE

CUTE OCEAN BLOCK CONDO - 21-1B Collins St, Dewey Beach, DE
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dewey Beach Hotel Reviews

Find out more about Dewey Beach

Find out more about Dewey Beach

Everything you need to know about Dewey Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dewey Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dewey Beach holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dewey Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dewey Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dewey Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dewey Beach holiday rentals we have selected for you start as low as AU$959 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dewey Beach rentals

At Expedia, we put the best Dewey Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dewey Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dewey Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dewey Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dewey Beach?

Yes, there are holiday rentals in Dewey Beach close to Dewey Beach Parasail, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Dewey Beach speak positively about the popular beaches and top-notch restaurants in this destination. Give yourself some extra time to check out the shops and bars during your trip.

What are some of the best holiday rentals that Dewey Beach has to offer?

Sandy Paws Beach House. Pet Friendly! Completely renovated in 2024!: This highly rated holiday home rental in Dewey Beach is located on the beach, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Another good choice for your trip to Dewey Beach is 10 Chicago Street - 10 Bedrooms - 91/2 Path Ocean Block w/ pool.

How many holiday rentals are there in Dewey Beach?

Expedia has 291 holiday rentals for your stay in Dewey Beach.

What can I see and do in Dewey Beach?

Family-friendly attractions include Dewey Beach Parasail and East of Maui, whereas Dewey Beach and Indian Beach are a couple of great spots to enjoy the outdoors. While here, Delaware Seashore State Park and Bottle & Cork are other places worth a visit.

What are holiday rentals like in Dewey Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dewey Beach. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.